23823-05-4

Upstream product

• 123-38-6 propionaldehyde 
• 28144-70-9 anthranilic acid amide 

Downstream Products

• 3137-64-2 2-ethyl-3H-quinazolin-4-one 

Relevant academic research and scientific papers

An ionic liquid catalyzed reusable protocol for one-pot synthesis of 2,3-dihydroquinazolin-4(1H)-one under mild conditions

An efficient protocol has been developed for the synthesis of 2,3-dihydroquinazolinone compounds from anthranilamide and aldehydes or ketones via ionic liquid catalyzed cyclization reaction. The reaction features high efficiency, shorter reaction duration, mild reaction conditions and inexpensive reagents. The catalyst was recovered and reused. The recyclability of ionic liquid resulted in excellent yields of products without loss of any catalytic activity.

Synthesis, in silico study and cholinesterases inhibition activity of 2-substituted 2, 3-dihydroquinazolin-4(1H)-one derivatives

We have synthesized and evaluated a number of 2, 3-dihydroquinazolin-4(1H)-one derivatives as inhibitors of cholinesterases. In vitro assay results revealed that all synthesized compounds are active against both acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) enzymes and few compounds having longer alkyl chain at C-2 position showed better inhibition activity than standard drug galantamine. Moreover, bromo derivatives 6a-d were more active than nitro 5a-d and their un-substituted counterparts 4a-d. Amongst all, compound 6d, with IC50 values of 4.8±1.01 μM (AChE) and 11.1±1.15 μM (BChE) can be considered as good cholinesterase (AChE/BChE), inhibitor with greater selectivity towards BChE. In silico calculations revealed that all compounds have good pharmacokinetic profile along with having high probabilities for penetration across blood brain barrier (BBB), human intestinal absorption (HIA), non-AMES toxicity and non-carcinogenicity except nitro substituted derivatives which were predicted to show AMES toxicity. The synthesized compounds may lead toward development of new potent cholinesterase inhibitors.

Auto-Tandem Catalysis with Ruthenium: From o-Aminobenzamides and Allylic Alcohols to Quinazolinones via Redox Isomerization/Acceptorless Dehydrogenation

A strategy for the synthesis of quinazolinones via Ru-catalyzed redox isomerization/acceptorless dehydrogenation was proposed and accomplished. In the presence of a commercially available [(p-cymene)Cl2]2, a range of desirable products were obtained with o-aminobenzamides and allylic alcohols as starting materials in moderate to high yields. This strategy is attractive due to high atom efficiency, and minimal consumption of chemicals and energy. (Figure presented.).

Sulfonic acid ionic liquid catalyzing controlled synthesis method for dihydro-quinazolinone and quinazolinone derivatives

The invention discloses a sulfonic acid ionic liquid catalyzing controlled synthesis method for dihydro-quinazolinone and quinazolinone derivatives. The dihydro-quinazolinone and quinazolinone derivatives are controllably prepared through a cascade reaction of anthranilamide or derivatives thereof and an aldehyde compound by taking sulfonic acid ionic liquid as a catalyst. Under the set catalytic reaction condition, the conversion rate of raw materials reaches up to 99%, and the yield of dihydro-quinazolinone and the yield of quinazolinone both can reach 95%. Compared with the prior art, the green solvent-ionic liquid is taken as the catalyst, no additional oxidizing agent or heavy metal catalyst is needed, the advantages that the reaction conditions are mild, environmental friendliness is achieved, the reaction selectivity and the product yield are high, controllable synthesis is achieved, and the catalyst can be recycled and reused conveniently are achieved, and the novel method is friendly to environment and efficient in synthesis.

Metal-free synthesis of quinazolinones without any additives in water

Here we report that an excess amount of aldehyde, in particular, aliphatic aldehyde, without any additives, efficiently facilitates the oxidation of aminal intermediates to quinazolinones in pure water.